Kaupo Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Tim & Nat ✈

Top hotels in Kaupo

Hotel Wailea, Relais & Chateaux - Adults Only
Hotel Wailea, Relais & Chateaux - Adults Only
5 out of 5
555 Kaukahi Street, Kihei, HI
Fully refundableReserve now, pay when you stay
The price is 19.650.377 ₫ per night from 6 Jul to 7 Jul
19.650.377 ₫
24.721.184 ₫ total
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Private feel"

Reviewed on 11 Jun 2025

Hotel Wailea, Relais & Chateaux - Adults Only
Hana-Maui Resort, a Destination by Hyatt Residence
Hana-Maui Resort, a Destination by Hyatt Residence
4 out of 5
5031 Hana Hwy, Hana, HI
Fully refundableReserve now, pay when you stay
The price is 13.762.264 ₫ per night from 2 Aug to 3 Aug
13.762.264 ₫
17.228.473 ₫ total
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (975 reviews)
"Great hotel in a fun little town! Great staff. The hotel site was planned amazingly well especially in the 50’s when it was built"

Reviewed on 18 Jun 2025

Hana-Maui Resort, a Destination by Hyatt Residence
Hale Akua Garden Farm & Eco-Retreat
Hale Akua Garden Farm & Eco-Retreat
3 out of 5
110 Door of Faith Rd, Haiku, HI
9.2/10 Wonderful! (7 reviews)
"I felt like I was in my own oasis. Surrounded by beautiful jungle. The decor in the chalet was very unique. The energy of the place can’t be described only experienced."

Reviewed on 22 Mar 2025

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Hale Akua Garden Farm & Eco-Retreat
See all 150 properties in Kaupo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Kaupo holiday package cost?
You'll find cheap prices on Expedia for your Kaupo break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Kaupo costs.
What are the cheapest months to go to Kaupo?
January, February and June are the best times to look for cheap Kaupo holiday packages. Travelling in quieter periods means you can usually find lower prices on flights and hotels.
How many days is enough for Kaupo?
With a well-planned schedule, you can easily hit the most popular Kaupo sights in a few days. But if you'd like to explore off the beaten track or take day trips, think about booking your Kaupo holiday for longer.
How to find the best Kaupo package deals?
Use Expedia's filters to find some tempting Kaupo package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Kaupo package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Kaupo holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking accommodation and flights individually. Better still, you can tailor your Kaupo escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Kaupo?
If you're planning an impromptu Kaupo adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Kaupo?

  1. Choose when to get away: Check your calendar and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to holiday in Kaupo.
  2. Budget wisely: As well as the cost of your stay, you should factor in other expenses too. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Kaupo.
  3. Work out your trip length: Think about how much time you want to spend exploring Kaupo. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Kaupo holiday package.

Popular places to visit

Maui Garden Of Eden - Botanical Gardens & Arboretum

Maui Garden Of Eden - Botanical Gardens & Arboretum

Explore the great outdoors at Maui Garden Of Eden - Botanical Gardens & Arboretum, a lovely green space in Hana. Wander the beaches and seaside in this romantic area.

Maui Garden Of Eden - Botanical Gardens & Arboretum
Waianapanapa State Park

Waianapanapa State Park

5/5(1 review)

If a restful holiday is part of your travel plans, Waianapanapa State Park might be the perfect place to visit during your trip to Hana. Wander the seaside and gardens in this relaxing area.

Waianapanapa State Park
Maui Island featuring a waterfall, forest scenes and a park

Garden of Eden Arboretum

Explore the great outdoors at Garden of Eden Arboretum, a lovely green space in Hana. Stroll along the beaches in this romantic area or seek out the yoga studios.

Garden of Eden Arboretum